HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 7-bromo-4-(bromoacetyl)-2H-chromen-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 7-bromo-4-(1-ethoxyvinyl)-2H-chromen-2-one | HCID 23370204 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | 7-bromo-4-(bromoacetyl)-2H-chromen-2-one | HCID 23370239 | — |
Reaction Steps
To a solution of vinyl ether from Step 1 (1.02 g) in CH3CN:H2O 4:1 (25 mL) were successively added NBS (0.82 g) and concentrated HBr (20 μL). After being stirred at r.t. for 4 h. The reaction mixture was treated with 5% aqueous NaHSO3 (1 mL). Ethyl acetate was then added and the organic phase was washed with saturated aqueous NaHCO3, H2O and brine, dried (MgSO4) and evaporated. Flash chromatography of the residue (silica gel; hexane/EtOAc (85:15)) afforded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576338 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-d58713bc185f48cf969975b9d3796498 |
| Source note | uspto-grants-1996_11 |